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HRID 2356906作成日:2026年10月26日

Ammonium Chloride → 3-(2-Chlorophenyl)-5-cyclohexyl-1-phenyl-1,2-dihydropyridin-2-one

https://huagongshe.com/reaction/2356906

反応式

関与物質

役割名称HCID仕込み量
反応物Ammonium ChlorideHCID 25517—
反応物2-Chlorophenylboronic acidHCID 2734322—
反応物5-Bromo-3-iodo-1-phenylpyridin-2(1H)-oneHCID 22318957—
反応物5-Bromo-3-(2-chlorophenyl)-1-phenyl-1,2-dihydropyridin-2-oneHCID 22319040—
反応物HCID 178478990HCID 178478990—
触媒Dichloro(1,1'-(1,3-propanediyl)bis(1,1-diphenylphosphine-kappaP))nickelHCID 2724937—
溶媒TetrahydrofuranHCID 8028—
生成物3-(2-Chlorophenyl)-5-cyclohexyl-1-phenyl-1,2-dihydropyridin-2-oneHCID 22319069—

反応手順

30 mg of 5-bromo-3-(2-chlorophenyl)-1-phenyl-1,2-dihydropyridin-2-one synthesized from 5-bromo-1-phenyl-3-iodo-1,2-dihydropyridin-2-one and 2-chlorophenyl boronic acid in accordance with the method of Referential Example 3 was dissolved in 20 ml of tetrahydrofuran, followed by adding 1 mg of [1,3-bis(diphenylphosphino)propane] nickel (II) chloride. Under stirring in nitrogen atmosphere, 0.1 ml of cyclohexyl magnesium chloride (2.0M ether solution) was added dropwise thereinto. After stirring at room temperature in nitrogen atmosphere overnight, the mixture was heated under reflux for 1 hour. After cooling to room temperature, a saturated aqueous solution of ammonium chloride was added thereto, followed by extracting with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (chloroform/methanol system), to give 6 mg of the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07759367B2
出典データセットuspto-grants-2010_07
ORD IDord-81d7c9f4846449b8a4cbccfc4ac5bf6e
出典メモuspto-grants-2010_07